Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/138289
Title: Carbene-catalyzed [4 + 2] cycloadditions of vinyl enolate and (in situ generated) imines for enantioselective synthesis of quaternary α-amino phosphonates
Authors: Sun, Jun
Mou, Chengli
Wang, Zhongyao
He, Fangcheng
Wu, Jian
Chi, Robin Yonggui
Keywords: Science::Chemistry::Organic chemistry
Issue Date: 2018
Source: Sun, J., Mou, C., Wang, Z., He, F., Wu, J., & Chi, R. Y. (2018). Carbene-catalyzed [4 + 2] cycloadditions of vinyl enolate and (in situ generated) imines for enantioselective synthesis of quaternary α-amino phosphonates. Organic letters, 20(18), 5969-5972. doi:10.1021/acs.orglett.8b02707
Journal: Organic letters
Abstract: A carbene-catalyzed enantioselective addition of enals to five-membered cyclic imines is developed. The reaction gives chiral quaternary α-amino phosphonates bearing tetrasubstituted carbon centers with excellent enantioselectivities. The imine substrates can be generated in situ from the corresponding amines under an oxidative condition that is compatible with the carbene catalysis. Thus, a one-pot cross-dehydrogenative-coupling (CDC) reaction between enals and amines is also realized with high enantioselectivity remaining. The method provides quick enantioselective access to amino phosphonates with potential applications in medicines and pesticides.
URI: https://hdl.handle.net/10356/138289
ISSN: 1523-7060
DOI: 10.1021/acs.orglett.8b02707
Rights: © 2018 American Chemical Society. All rights reserved. This paper was published in Organic letters and is made available with permission of American Chemical Society.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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